3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(3-nitro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one | 145628-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(3-nitro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one
• 英文别名: 3,3-dimethyl-11-(3-nitrophenyl)-2,3,4,5,10,11-hexahydro-1H-dibenzo[b,e][1,4]diazepin-1-one；9,9-dimethyl-6-(3-nitrophenyl)-6,8,10,11-tetrahydro-5H-benzo[b][1,4]benzodiazepin-7-one
• CAS: 145628-71-3
• 化学式: C₂₁H₂₁N₃O₃
• 分子量: 363.416
• InChiKey: UDTSYRNNMDSREV-UHFFFAOYSA-N

物化性质

• 沸点：
  550.3±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  87
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-羟基-5,5-二甲基环己-2-烯-1-酮 在 溶剂黄146 作用下， 以 异丙醇 为溶剂， 反应 0.67h， 生成 3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[(3-nitro)phenyl]-1H-dibenzo[b,e][1,4]diazepin-1-one
  参考文献：
  名称：

  Investigation of the products of interaction of cyclic diketones with nitrogen-containing 1,4-binucleophiles

  摘要：

  DOI：

  10.1007/s10593-005-0098-3

文献信息

• Synthesis and characterization of CoFe2O4@SiO2@NH-NH2-PCuW as an acidic nano catalyst for the synthesis of 1,4-benzodiazepines and a powerful dye remover
  作者：Ali Savari、Fariba Heidarizadeh、Nahid Pourreza

  DOI：10.1016/j.poly.2019.03.046

  日期：2019.7

  novel magnetic heterogeneous nanocatalyst CoFe2O4@SiO2@NH-NH2-PCuW was synthesized and characterized. This powerful catalyst possesses Bronsted and Lewis acid properties. The presence of Cu enhances the acidity of this catalyst because of the increase in the electron deficiency of polyoxometalate. It was successfully applied for the easy and efficient one-pot synthesis of 1,4-benzodiazepine derivatives

  摘要合成并表征了一种新型的磁性多相纳米催化剂CoFe2O4 @ SiO2 @ NH-NH2-PCuW。这种强大的催化剂具有布朗斯台德和路易斯酸性质。由于多金属氧酸盐的电子缺乏增加，Cu的存在增强了该催化剂的酸度。它已成功地用于在80°C无溶剂条件下直接，简单地由二甲酮，邻苯二胺和芳香醛一锅合成1，4-苯并二氮杂pine衍生物。该协议的优点包括：反应时间短，后处理容易，环境友好。同样，这种纳米催化剂可以方便地通过磁场回收并重复使用几次，而不会显着降低催化效率。合成的纳米催化剂CoFe2O4 @ SiO2 @ NH-NH2-PCuW也被证明是一种优异的染料去除吸附剂。这些性能与高表面积有关，这是由于纳米结构和高酸度所致，这归因于多金属氧酸盐中存在铜。此外，磁性能有助于更好地回收该吸附剂，以去除废水中的染料。
• A nickel nanoparticle engineered CoFe₂O₄@GO–Kryptofix 22 composite: a green and retrievable catalytic system for the synthesis of 1,4-benzodiazepines in water
  作者：Roya Mozafari、Mohammad Ghadermazi

  DOI：10.1039/d0ra01671c

  日期：——

  In this study, a competent and efficient methodology for the synthesis of benzodiazepine over magnetically retrievable novel CoFe₂O₄@GO–K 22 anchored Ni is reported.

  在这项研究中，报告了一种用于合成苯二氮䓬类化合物的高效方法，该方法基于可磁性检索的新型CoFe₂O₄@GO–K 22 锚定Ni。
• ZnS nanoparticles as an efficient recyclable heterogeneous catalyst for one-pot synthesis of 4-substituted-1,5-benzodiazepines
  作者：Hossein Naeimi、Hossein Foroughi

  DOI：10.1039/c4nj01893a

  日期：——

  An efficient and novel method was developed for the synthesis of 4-substituted-1,5-benzodiazepine derivatives via a one-pot three-component catalytic reaction. The o-phenylenediamine and dimedone were reacted with aldehyde derivatives in the presence of ZnS nanoparticles as a heterogeneous catalyst under thermal conditions. The reaction was completed with high to excellent product yields and short

  开发了一种有效的新颖方法，用于通过一锅三组分催化反应合成4-取代的1,5-苯并二氮杂卓衍生物。的Ô苯二胺和双甲酮是在ZnS纳米粒子的存在下热条件下的非均相催化剂与醛衍生物反应。以高至优异的产物产率和短的反应时间完成反应。操作简便，产率高，后处理容易，催化剂容易获得以及通过结晶方法（非色谱法）纯化产物是这项工作的主要优势。
• Efficient, environmentally benign, one-pot procedure for the synthesis of 1,5-benzodiazepine derivatives using N-methyl-2-pyrrolidonium hydrogen sulphate as an ionic liquid catalyst under solvent-free conditions
  作者：Hossein Naeimi、Hossein Foroughi

  DOI：10.1016/s1872-2067(14)60304-1

  日期：2015.5

  and environmentally benign method has been developed for the one-pot synthesis of 4-substituted-1,5-benzodiazepines via the three-component reaction of a series of aldehydes with dimedone and o- phenylenediamine using [H-NMP][HSO 4 ] as a Bronsted acidic ionic liquid catalyst under solvent-free conditions. The key benefits of this new method over existing techniques include high yields, the use of a green

  摘要 使用 [H-NMP]，通过一系列醛与二甲酮和邻苯二胺的三组分反应，开发了一种强大且环境友好的方法，用于一锅合成 4-取代-1,5-苯二氮卓类药物。 HSO 4 ] 在无溶剂条件下作为布朗斯台德酸性离子液体催化剂。与现有技术相比，这种新方法的主要优势包括产量高、使用绿色催化剂、反应时间短和催化剂易于分离。
• Facile three-component preparation of benzodiazepine derivatives catalyzed by zinc sulfide nanoparticles via grinding method
  作者：Hossein Naeimi、Hossein Foroughi

  DOI：10.1007/s11164-015-2254-4

  日期：2016.5

  In this research, ZnS nanoparticles were prepared and applied as heterogeneous reusable catalyst for synthesis of 1,5-benzodiazepines under grinding conditions at 70 °C. The multi-component reactions of aldehydes, dimedone and o-phenylenediamine were carried out under grinding conditions to obtain some 3,3-dimethyl-2,3,4,5,10,11-hexahydro-11-[aryl]-1H-dibenzo[b,e][1,4] diazepine-1-one derivatives. The present approach provides several advantages, including high yields, short reaction times, little catalyst loading and purification of compounds by crystallization method. The catalyst was characterized by using FT-IR, XRD, PL, EDX, SEM and TEM techniques.

  在本项研究中，制备了ZnS纳米颗粒并将其作为异质可重复使用的催化剂，在70 °C的研磨条件下用于合成1,5-苯并二氮䓬。通过研磨条件下的多组分反应，使用醛、二甲基酮和邻苯二胺合成了一些3,3-二甲基-2,3,4,5,10,11-六氢-11-[芳基]-1H-二苯并[b,e][1,4]二氮䓬-1-酮衍生物。本方法提供了多种优势，包括高产率、短反应时间、少量催化剂负载量以及通过结晶方法进行化合物纯化。该催化剂通过FT-IR、XRD、PL、EDX、SEM和TEM技术进行了表征。